Bill Gates – $225K, Porsche 959
Unlike several of his counterparts, the world’s most iconic businessman had a somewhat rebellious streak in him. Few billionaires got into trouble with the US government as Bill Gates did. There were full-blown business violation incidents, but perhaps one of his pettiest fights was over his famous Porsche 959.
In 1986, after it was announced as the most advanced supercar of its time, Gates tried to smuggle the Porsche into the United States because it didn’t meet the country’s safety laws. It immediately got impounded at customs, though. Gates fought stubbornly but only got the car, which he reportedly bought for $225,000, after over ten years.
